Kentucky · Ride calendar

Cycling Events in Kentucky

Kentucky rides better than its neighbors get credit for. The Bluegrass country rolls through horse-farm fences and stone walls, and out east the Appalachians and the Red River Gorge throw down steep, wooded climbs on quiet backroads.

Summer is humid and the eastern hills are steeper than the map lets on. But the pavement is often empty, the scenery earns the effort, and spring and fall are close to perfect.

1 upcoming event · 1 organized rides

Map © OpenStreetMap contributors.

By the numbers

Standouts in the State

The Kentucky events that stand out on the numbers alone: the soonest start, the lowest listed entry, and the most route options.

Rides by City in Kentucky

Soonest Rides in Kentucky

1 total

How we build these listings: Event counts, dates, and fees are computed from live registration listings (synced nationally from the RunSignup/BikeSignup platform), deduplicated and filtered to cycling disciplines. We list what is verifiably open for registration — not every ride that exists. Last updated July 19, 2026.

Common Questions About Riding in Kentucky

How many cycling events are coming up in Kentucky?

Kentucky has 1 upcoming listed event: 2027 PNC Tour de Lou Training Program Provided by Louisville Bicycle Club in Louisville on Sun, February 21, 2027.

What does it cost to enter a ride in Kentucky?

Listed entry fees currently start at $0. Check each registration page for current fees and deadlines.

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